Szabo, Mihaela, Ban, Dana, Rat, Ciprian, Silvestru, Anca, Drake, John E., Hursthouse, Michael B. and Light, Mark E. (2004) New versatile phosphorus ligands containing SPNSO skeleton - synthesis and characterization of (SPPh2)(O2SR)NH acids (R = Me, C6H4Me-4) and their alkaline metal salts. Crystal and molecular structures of (SPPh2)(O2SR)NH. Inorganica Chimica Acta, 357 (12), 3595-3602. (doi:10.1016/j.ica.2004.03.047).
Abstract
New phosphorus ligands of the type (SPPh2)(O2SR)NH [R = Me (1), C6H4Me-4 (2)] were prepared as white crystalline solids using the reactions between Li[HN(S)PPh2] and RSO2Cl. They were easily converted into their alkali metal salts, M[(SPPh2)(O2SR)N] (M = Li, Na, K). Both the free acids and their alkali metal salts were characterised by multinuclear (H-1, C-13, P-31) NMR spectroscopy. The molecular structures of the free acids were established by single crystal X-ray diffraction. They crystallize in the tetragonal space group I4(1)/a (1) and the triclinic space group P-1 (2), respectively. In both compounds the acidic proton is attached to nitrogen and the molecular units are associated through S=(OH)-H-...-N intermolecular hydrogen bonding [(HO)-O-... 2.216 in 1 and 2.029 Angstrom in 2]. A supramolecular chain-like structure is formed in 1 and dimeric, units are built in 2. For both compounds a conformation close to syn-syn can be considered for the S=P(C)(2)-N-SC(=O)(2) fragment.
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